The Submission, Training and Feminization of Sissy Amy

I was directed to create this blog at the direction of Mistress Cindy. Mistress Cindy is very interested in using this media as a way to deepen my submission and accelerate my path to total sissification.

March 26, 2015

Mistress Cindy had me sit on the bed. I had brought with me a dozen rolls of green
vet wrap. She had me extend my hand and
she began to wrap each of my fingers individually. For those that do not know, vet wrap is a
product that sticks to itself and is used for wrapping animal’s legs – such as
horses. It also rips very easily. So it was easy to wrap all ten digits individually. Next she placed a ball in my hand and wrapped
over that. She did the same with the
other hand.

With my hands useless, I stood up and she began to wrap my
arms. It is an easy process and does not
really need to be wrapped tight. Once
both arms were wrapped, I held my arms out at ninety degrees. This allowed Mistress Cindy to begin wrapping
my chest. She did this all the way down
to my hips. I sat back down on the bed
and she began wrapping my feet and legs in the sticky vet wrap. Once she got to the top of my thighs she
stopped.

Now she took a roll and wrapped it tightly around my little
clitty. Then she wrapped around behind
my balls. She then wrapped them in an X
shape pattern. Finally she stuck stuck
my clitty to my balls and wrapped it further.
Finally she used the stickiness to pull it back and wrap up and around
my cheeks until she had sealed it away.

Next she pulled out the industrial strength roll of plastic
wrap I had brought. She began again with
wrapping my hands and arms. Then she did
each leg. This time she was pulling things
tight with lots of layers. Several
layers were added to my torso, and finally she kept wrapping all the way down
to my ankles, sealing my legs together.
She pushed me onto the bed so that she could wrap around my feet.

What I did not previously mention was that she had me lay
out my leather bondage sleep sack on the bed.
So I was now all wrapped up except for my arms in many layers of vet
wrap and plastic wrap. Mistress Cindy
positioned me so that I could insert my legs into the base of the heavy leather
sack. She pulled the sack around me so I
was fully laying inside. Now I had to
slide my arms into pockets inside the leather sleepsack so that I would not be
able to move or release them. Next she
pulled the zipper all the way up to my neck. I was now tighly encased. But that was not enough. There was some heavy cord that could be used
to make sure that the leather was pulled as tightly as possible. Now I was tightly encased.

But that was not all.
Next Mistress Cindy pulled my padded leather sensory deprivation hood
over me. She slipped it over my head and
pulled the laces tight. Three straps
that can be pulled quite tight were then secured. The hood has a ¼” grommet at the mouth and
nothing more to breathe. The padding on
the hood is so heavy and with the straps pulled there is no ability to see or
breathe through the nose.

Mistress Cindy was finally satisfied that I was properly
confined. With that she put her feet up
and read a book and watched a bit of TV.
I was sealed away in submissive bliss.
It felt so good to be sealed in the way that I was. At some point I tried to get some friction on
my genitals and tried to buck a little. It
was a hopeless task but felt a tiny bit good.
Mistress Cindy was laughing hysterically at my predicament. But she also was not happy and told me to stop
it. Only way I could know that was when
she swatted me there with a flogger. I couldn’t
feel much through all the layers but got the message.

She hopped up on the bed and enjoyed lying on top of my
prone body. Then she would hump me to
tease me further. I was left there for a
fantastic four hours. Mistress Cindy finally
removed my sensory deprivation hood, but nothing more. Now she climbs up toward my head. I see her lovely honey pot get just a few
inches from my face. She slowly lowers
herself toward my mouth but keeps teasing me.
Finally she lets me taste her. I
am in heaven. Mistress Cindy grinds
herself on my face and I can’t get enough.
She gets so wet and starts to shake.
She grinds harder, and has a mind blowing orgasm. She gets off me to clean herself up and I love
the smell of her juices on my face.

Eventually I am released from all the layers
of leather, plastic wrap and vet wrap. This
meeting has concluded and we have stepped things up again.

March 17, 2015

The Next
Meeting – Impaled, Maid, Vet Wrap & Leather – Part II

Mistress Cindy led me into the room. I was already naked but I had to remove my
ballet boots. She had me get out all the
items I had brought. One of my first
purchases many years ago was a satin maid outfit with a petticoat. It was a black satin outfit with white sleeves.

Mistress had me pull on the pantyhose. After that I added a corset. Mistress Cindy laced and pulled it as tight
as possible. Next I slipped on a petticoat. The petticoat was white and very frilly and
flouncy. Next she added the maid
outfit. It was made with the petticoat
in mind and fit perfectly. Now I was
encased in pantyhose, a corset, a petticoat and a satin maid outfit. Mistress Cindy ordered me to sit in a wooden
chair. She pulled the ballet boots back
onto my feet and legs. Carefully she
made sure that my feet were once again en
pointe and tightly laced up in the over the knee boots.

Now she proceeded to use rope to secure me tightly to the
chair. My chest was first secured. Followed by my arms and hands. My wrists had rope around them then my arms
and wrists were secured to various points on the chair. My ankles were tied tightly to the legs of
the chair. Finally my waist was cemented
to it as well.

Mistress Cindy stood back and looked at her handy work. Next she took a latex hood and placed it over
my head. This was to assure that I would
not be able to see whatever she planned on doing. She left me there to think for a little
bit. She probably went to freshen up and
relax after her trip. All I could do was
wait. Finally, I felt her presence. She was running her hands up my pantyhose
encased thighs. While I am not ticklish,
I find the action of a hand or legs or anything sliding across my legs or
thighs that are encased in nylon to be highly erotic. It is a very big erogenous turn on for
me. I was bucking and lurching as much
as I could in my bonds. Partly to avoid
it, but mostly to feel it more.

She did this to me for more than an hour. She was taking such pleasure out of the
teasing and torment she was giving me.
She finally released me and had me wait on her as her maid. I prepared her bath for her and carefully
helped to wash and bathe her in the huge tub in the room. I provided her other services as well.

One item that I had wanted to try was a pair of Mistress
pants. For those that may not know, they
are latex pants that fit on a woman with a hood attachment that fit on the
slave’s head. The slave’s head is then
tightly sealed to the Mistress’s honey pot.
There would not be a lot of air in such an arrangement, but that is not
the Mistress’s problem – is it? Try as
we might, however, the arrangement was just too small for us. Latex can be like that. Some day I really really want to experience
this.

Nevertheless, we were able to achieve other things since
Mistress Cindy was needy. When she was
properly sated, she said we had some other fun stuff that she wanted to
do. She asked me if I had all the
materials ready for the toughest situation we had ever done. I said that I had everything she requested.

March 7, 2015

The Next
Meeting – Impaled, Maid, Vet Wrap & Leather – Part I

For the next meeting we returned to a town we had previously
been to. Mistress Cindy had gotten much
more comfortable in her domination. I
arrived first at the hotel. I had built
a device out of PVC plumbing tubes to be a homemade impaler. It worked by attaching a dildo onto the top
of it. I drilled a series of holes in
the inner and outer portions of the tubes to allow a bolt to secure the device
at various heights, including much higher than me standing. I secured the device to a wooden base.

I knew approximately when Mistress Cindy said she would be
there, but I had no way of knowing for sure.
I quickly got undressed and slipped into some stockings and added some
ballet boots with 8” heels. I set up my
device in a closet [I had left an extra key at the front desk], added the dildo,
lubed it and inserted it inside me. Once
it was all the way in, I placed the bolt through the proper hole and turned the
nut. As we had still only met a few
times I did not take any further means to handcuff or otherwise tie
myself. I figured the impalement and
ballet boots were sufficient.

All I could do now was stand there and wait. Mistress Cindy was indeed late as she had
been delayed. Eventually, I heard the
door open, and since I was looking away from the door toward the inside of the
closet, I was just hoping it was Mistress Cindy and not someone else. Mistress Cindy did not know I had made such a
device so when she came in she was shocked but pleased. ‘Well well well’ she said. She inspected the device and removed the
nut. Then she raised it two more holes
before re-securing it. I was already on tip toes and now I was really
impaled.

She left me there while she brought in her bags and
gear. After freshening herself up, she
returned to me and released the bolt.
The 6” dildo came out with a sucking sound. Mistress Cindy ordered me to get down on my
knees and kiss her boots. I immediately
dropped down and began worshiping those gorgeous boots. When she felt I had paid proper homage, I was
allowed to rise and head into the room.
She had much to accomplish.

January 5, 2015

Next Meeting – The Contract – Part 3

Before I conclude this meeting, I must tell you kind readers
that Mistress Cindy has been a bit upset with me on many levels. First, In particular, that I have been so
slow on this blog. I will face some
unknown consequence(s) if I do not step it up in the next few weeks so expect
several updates – guaranteed. Second,
Mistress Cindy has decided that she will be greatly expanding my sissification
in 2015. She feels that she has been too
lenient with me, and she intends to seriously expand my training. Anyone that follows her on Fetlife https://fetlife.com/users/815414
will realize how serious she is, and she started right from the first stroke of midnight. Not sure if Mistress Cindy will want to weigh
in any further here.

Now to continue.

After Mistress Cindy felt I had stewed enough, she released me from the
latex catsuit and sent me to the shower.
The hot water felt good on my shriveled skin. When I emerged from my shower, my new uniform
had been laid out. Sumptuous pantyhose,
5 inch heels, a white blouse and a latex hobble skirt. When fully zipped down, the hobble limits my progress
to about 4 inch steps. Especially in the
5” heels.

I dressed and headed downstairs. There Mistress Cindy attached wrist cuffs and
a collar. Next she attached chains from
one wrist through my collar to the other wrist and locked the collar. This gave her the option to limit the
distance my hands could travel whenever she wanted. I was then sent off to prepare dinner. She tied the chains so I could only use my
hands to chest level, so it was a bit harder to prepare the meal, along with
the hobble.

After finishing our meal and a nice bottle of wine, I was
required to clean up while Mistress Cindy went to make some preparations. Finally she called me over. She told me to strip down to my Access Denied
Chastity belt. Then she had me sit down
while she attached ankle cuffs to each ankle.
She had me stand and place my arms behind my back. Then she drew my
leather armbinder up my arms until the hands were snug in the pocket. She quickly strapped them in as she worked to
lace-up the armbinder. Then straps were
drawn over my shoulders and chest to hold it firm so it wouldn't slide.

Next she had me move my legs apart so that she could install
and lock a spreader bar between my ankles.
Despite the stress already, Mistress Cindy was not done. To the D-ring at the end of the armbinder she
attached and secured the end of a clothesline.
Now we had selected this location because there was a cross beam in the
house. This allowed her to toss the rope
over the cross beam, back through the D-Ring and place me in as strict a
strappado as she desired. Eventually she
tied it off, grabbed her glass of wine and sat down to relax and watch some television.

Finally, when she thought I had suffered enough, she
released the strappado, the armbinder and spreader bar. By now it was time for bed. We
went upstairs and she secured a leather, lockable hood that had only two small
nose holes onto my head. Then she began
wrapping me in plastic wrap to mummify me.
Once that was done she placed some towels between my knees and ankles to
prevent bones rubbing together. Then she
slipped under the warm covers and left me in sensory deprivation getting my warmth
from the plastic wrap.

This is how I came to be owned by Mistress Cindy.

As I mentioned, expect a lot more content in the coming days
and weeks so check back frequently.

June 13, 2014

Next Meeting
– The Contract – Part 2

I will stop
apologizing for the long delay – life just happens. And believe me a lot has happened.

Anyway, I
was in my full body latex catsuit. She
placed some thigh cuffs on me and some wrist cuffs and locked my wrists to my
thighs. She enjoyed seeing me in such a
restrictive position. She told me with
the contract signed I could expect my limits to be pushed and expanded and I
should not expect any kindness or mercy except at her discretion. I should only think of ways to please her and
make her happy. I could expect to always
be in chastity in her presence, I will not be permitted to orgasm without permission,
and I can expect that she will not grant such permission. However, I will provide her with many
orgasms. She also said she would also
increase the amount of feminine attire I would be wearing under my clothing
during the day, as well as at night.

While lying
on my back she inserted a locking penis / phallus gag in my mouth, secured the
strap and locked it on. The gag has a
penis like object that is inserted into the mouth, and a long dildo / phallus
that extends many inches out from the gag.
Mistress removed her clothes, then slowly squatted over my face and slid
the phallus along her clit and slit. As
her juices started to flow she began slide the phallus inside her.

She started
to move up and down the length of the phallus and would purposely stop on the
down stroke to make sure she covered my face.
She would stay there while I enjoyed the smell of her amazing juices as
she covered my nose while my mouth was filled with a ‘penis.’ Indeed it would force the penis in
deeper. She would take her time, but as
her excitement started to build she was more focused on riding the phallus than
cutting off my air. It did not take long
before she was riding me hard. It was
heavenly! I could feel her orgasm start
to build, and it made her really start to pound my face riding the
phallus. She was past the point of no
return and now just needed to bring herself to completion. She was peaking, causing her to grind her
honey pot into my face as hard as she could without regard to my comfort. She was now experiencing a mind numbing
orgasm. Wave after wave of pleasure for
her.

I fought for
breath as she started to come down from her pleasure. She finally recovered enough to rise off my face
and let me gulp some air. Pussy juices
were all over my face and the phallus and I was deliriously inhaling them. She reached over and unlocked the gag and
removed it from my mouth. She turned it around and began to use the phallus end
on my mouth so that I could clean her juices off the dildo thoroughly. I was very appreciative. It was delicious.

I continued
to lie there, nice and warm in my heavy rubber catsuit, enjoying the pleasure I
had given Mistress and savoring all the smells and taste of her juices. Mistress
kept the room warm as she loves for me to be superheated in the catsuit. I know she wants to put me out in the hot sun
someday to fully bake. She walked over
to her bag and returned with something in her hand. She ordered me to open my mouth. As I did she inserted a funnel into my mouth
and proceeded to use duct tape to secure the funnel into position. I had a feeling I knew what was going to
happen next.

She kneeled
down and straddled my head. She warned
me that I better keep up with her, and better not spill any of her precious
nectar. She relaxed her body and made
sure that she positioned herself such to fully cover the funnel to assure that
all her fluids would flow into it and directly into me. It took her a minute, but finally I could
hear the sound of her golden nectar hitting the funnel and knew I better
prepare to consume it as fast as possible.
It was a trickle at first. I had
never experienced this before, but I knew it was an honor to be permitted to
provide this service. It certainly was a
unique taste. She started to let the
flow go harder. I had to start drinking
quickly to keep up. She must have been
holding it for a long time. I took in at
least a liter of her golden fluid. Once
all the nectar had drained into me she removed the duct tape and funnel. Then she lowered herself to my mouth and I began
to lick her clean. I was her toilet
paper.

Once I had
her clean I could sense she was interested in more. So I was now working toward providing her
more pleasure. I began to lick, nibble
and suck her lips and nubbin. As she
became more excited she responded by rubbing herself up the full length of my
nose and face. She would lift herself as
if F’in my face. Then she would grind
into me. Without the use of my hands I could
only use my mouth and tongue to frantically get her juices flowing. Her grinding started to pay off and I could
feel her thighs start to quiver. I knew
it was now only a matter of time. I kept fighting for breath and licking and sucking. Juices were really starting to flow and she
rubbed them all over my face as if marking her territory. Finally, she squeezed my head in her knees
tightly as I heard a guttural moan of pleasure wash over her. My nose and mouth were plastered deep inside
her and it seemed like several minutes before she released me.

I was so filled with pride for the way I serviced
my Mistress. She stood up and walked out
of the room, leaving me there to stew in my catsuit in the warm room with her
juices all over my face and her nectar inside me. Still secured in my bondage. I was in heaven.

I can see
that there will be more Parts needed to fully describe this meeting. I will do so before the end of the month.

July 6, 2013

Our next meeting had so much going on, that i have decided to break it into two parts.

It was quite awhile before we got together again. By this time we had conversed so much that we knew each other quite well. We knew just about everything about each other. We knew each other so well, that Mistress Cindy decided that the only way she would continue our conversations and meetings was to have a contract between us. She said she would create a contract and bring it to our next meeting. Immediately upon her arrival i would be handed the contract. i would have a chance to review the contract, and i could ask questions about the contract. However, if i did not sign the contract, the rendezvous would be over and i would never be able to contact Mistress Cindy again.

This was obviously a big step. I had no idea what the contract would outline, but regardless of what it said, i did not want to lose such an understanding and caring Mistress.

i nervously answered the door and welcomed Mistress Cindy in. She told me to be seated. She asked me if i was ready to review her contract. i said that i was. She pulled it from her portfolio and handed it to me. One page, a preamble, eleven points, two signature lines and the date and location

i began to read it carefully. Generally, these were the provisions:

i will devote my mind and body to Mistress Cindy and obey Her without question,

i must always answer Her questions clearly and honestly,

my body is always available for Mistress Cindy to use, wherever, whenever and however,

i must undertake any training that Mistress Cindy directs without question,

should i displease Mistress Cindy in any way, i must submit to any punishment She deems necessary without question,

i must perform any task given me by Mistress Cindy to the best of my ability, and

i agree that by signing i am collared and owned by Mistress Cindy. Further, that she has the right to loan me out to any Mistress or Master of Her choosing and that i must obey them as i would Mistress Cindy.

i read it several times. After i looked up, Mistress Cindy asked if i had any questions. The contract seemed quite clear and concise. By signing the contract i would be agreeing to be Mistress Cindy's slave with no real rights, and many obligations. i told her that i had no questions.

She handed me a pen to sign, and i did right there on the spot. She then added Her signature. She took the signed contract and told me to head upstairs while she put the contract in a safe place. She now had my signature on a document that basically has me giving up all rights to Her.

We were staying in a lovely mountain home. It had two stories and was well appointed. There were neighbors but not too close by. In addition to several bedrooms it had some nice wooden beams downstairs that could be useful.

I headed upstairs and placed myself in a pillory that i had created. It was a bit crude, but effective. Mistress Cindy came upstairs and secured the padlock on the pillory trapping me. Then She went about organizing Her belongings in the house. She also surveyed the list of toys and clothing that She directed me to bring.

Finally she returned to the room. Upon releasing me, she ordered me into my custom made, full body, heavy guage latex catsuit. She wanted to have a little fun. We will explore that in part 2.

March 3, 2013

i apologize for the long delay between posts. Like so many other bloggers, real life just gets in the way. This post will be a short update about a new bet and results..

i hope to continue with my history update soon as so many other interesting things have happened to add to the blog, but i can't get there until i finish the background. However, those interested in a glimpse to recent events can check out my Fetlife account, where some links have been posted to my profile.

OK. As to the bet in 2011. By winning, i not only avoided some very humiliating tasks, i was permitted a short period of time to place Mistress Cindy in bondage. The end result was tremendous pleasures for Her and frustration for me in chastity. Just as it should be.

Fast forward to 2012. It was time to propose a new bet and i was quite confident from my previous success. What is it they say? Pride comes before a downfall? Well it was looking good, but in the end my team lost. How bad could it be you ask? Well it all depends upon your point of view. The stakes were much higher this time. Much higher. No temporary embarrassment. Something a little more substantial and permanent. As my side of the bet, Mistress Cindy required that i take hormones to grow some sissy breasts. Yes, you heard me right. i agreed to take hormones to grow my breasts if i lost.

While we are very, very early in the process, there does appear to be something happening. i do not know how big and sensitive they will get before Mistress will be satisfied, but She keeps telling me She is hoping for a C-cup. i keep telling Her that is too big. She remains non-committal, but is absolutely giddy over the turn of events. She will NOT be satisfied with slight puffiness. She wants definitive results.

Hopefully i will be more regular with the updates and as always Mistress Cindy loves reader comments.